3',4'-Dimethoxycinnamic acid → 3-(3,4-Dimethoxyphenyl)prop-2-en-1-ol

HRID 246905

反応式

HRID 246905 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH:12]=[CH:13][C:14](O)=[O:15]>C1COCC1>[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH:12]=[CH:13][CH2:14][OH:15]

参加物

4

反応物 2

HCID 168483',4'-Dimethoxycinnamic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 3627113-(3,4-Dimethoxyphenyl)prop-2-en-1-ol収率 62%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of lithium aluminum hydride (0.1 mol) in THF (100 ml) was added dropwise to a stirred suspension of 3,4-dimethoxycinnamic acid (41.6 g, 0.2 mol) in THF (150 ml) at room temperature. After the addition, the mixture was stirred for 2 hous, and the solution was evaporated in vacuo to a residue, which was partitioned between dichloromethane and aqueous sodium hydroxide. The organic layer was washed three times with water, dried, and evaporated to an oil. Crystallization from ethyl acetate-hexane gave 3,4-dimethoxycinnamyl alcohol (24 g, 62%), m.p. 76°-77° C.

後処理

  1. additionAfter the addition
  2. customthe solution was evaporated in vacuo to a residue, which
  3. customwas partitioned between dichloromethane and aqueous sodium hydroxide
  4. washThe organic layer was washed three times with water
  5. customdried
  6. customevaporated to an oil
  7. customCrystallization from ethyl acetate-hexane

出典と根拠

ORDレコード
ord-79c50db94cbb420785acc3daae30fdb5
出典データセット
uspto-grants-1987_11
特許番号
US04704462

関連ノート

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